Concise Report
Synthesis of [2,2’]Bifuranyl-5,5’-dicarboxylic Acid Esters via Reductive Homocoupling of 5-Bromofuran-2-carboxylates Using Alcohols as Reductants†
Yi Xie,
Bin Yu,
Jiajun Luo,
Biaolin Yin,
Huanfeng Jiang,
Yi Xie
Key Laboratory of Functional Molecular Engineering of Guangdong Province, School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou, Guangdong, 510640 China
Search for more papers by this authorBin Yu
Key Laboratory of Functional Molecular Engineering of Guangdong Province, School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou, Guangdong, 510640 China
Search for more papers by this authorJiajun Luo
Key Laboratory of Functional Molecular Engineering of Guangdong Province, School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou, Guangdong, 510640 China
Search for more papers by this authorCorresponding Author
Biaolin Yin
Key Laboratory of Functional Molecular Engineering of Guangdong Province, School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou, Guangdong, 510640 China
E-mail: [email protected], [email protected]Search for more papers by this authorCorresponding Author
Huanfeng Jiang
Key Laboratory of Functional Molecular Engineering of Guangdong Province, School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou, Guangdong, 510640 China
E-mail: [email protected], [email protected]Search for more papers by this authorYi Xie,
Bin Yu,
Jiajun Luo,
Biaolin Yin,
Huanfeng Jiang,
Yi Xie
Key Laboratory of Functional Molecular Engineering of Guangdong Province, School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou, Guangdong, 510640 China
Search for more papers by this authorBin Yu
Key Laboratory of Functional Molecular Engineering of Guangdong Province, School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou, Guangdong, 510640 China
Search for more papers by this authorJiajun Luo
Key Laboratory of Functional Molecular Engineering of Guangdong Province, School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou, Guangdong, 510640 China
Search for more papers by this authorCorresponding Author
Biaolin Yin
Key Laboratory of Functional Molecular Engineering of Guangdong Province, School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou, Guangdong, 510640 China
E-mail: [email protected], [email protected]Search for more papers by this authorCorresponding Author
Huanfeng Jiang
Key Laboratory of Functional Molecular Engineering of Guangdong Province, School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou, Guangdong, 510640 China
E-mail: [email protected], [email protected]Search for more papers by this author†Delicate to the 70th anniversary of Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences.
Abstract
Herein, we describe an environmentally benign and cost-effective protocol for the synthesis of valuable bifuranyl dicarboxylates, starting with α-bromination of readily accessible furan-2-carboxylates by LiBr and K2S2O8. Furthermore, the bromination intermediate product 5-bromofuran-2-carboxylates were then conducted in a palladium-catalyzed reductive homocoupling reactions in the presence of alcohols to afford bifuranyl dicarboxylates. One of the final products in this protocol, [2,2’]bifuran-5,5’-dicarboxylic acid esters, are essential monomers of poly(ethylene bifuranoate), which can be served as an green and versatile alternative polymer for traditional poly(ethylene terephthalate) that is currently common in technical plastics.
Supporting Information
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Appendix S1: Supporting Information |
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